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Why Are Endo Products Favored in the Diels-Alder Reaction?

May 11, 2018 By James Ashenhurst 2 Comments

[Advanced] Secondary Orbital Interactions - A Rationale For Why Endo Products Are Favored   In our last post, we noted that endo products tend to be favored over exo products in the Diels-Alder reaction.  [We also introduced a quick-and-dirty rule for telling the difference between endo- and exo- … [Read more...]

Filed Under: Dienes and MO Theory Tagged With: diels alder, dienes, dienophiles, endo, exo, homo, kinetic product, lumo, thermodynamic product

Exo vs Endo Products In The Diels Alder: How To Tell Them Apart

February 9, 2018 By James Ashenhurst 14 Comments

Today we'll cover how to tell endo- and exo- products apart in the Diels-Alder reaction. Shortcut below.  For the long winded walkthrough with lots of examples, read the post. Exo and Endo Products in the Diels-Alder In this series of articles on the Diels-Alder reaction, we've seen that: … [Read more...]

Filed Under: Dienes and MO Theory, Organic Chemistry 2 Tagged With: diels alder, dienes, dienophiles, endo, exo

Stereochemistry of the Diels-Alder Reaction

November 13, 2017 By James Ashenhurst 4 Comments

Here's what we've learned about the Diels Alder reaction so far: [previous post in this series] 3 pi bonds are always broken 2 sigma bonds and a pi bond are always formed, resulting in a new six-membered ring electron withdrawing groups on the dienophile increase the reaction … [Read more...]

Filed Under: Dienes and MO Theory, Stereochemistry Tagged With: diels alder, endo, exo, s-cis, stereochemistry

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